4469 Old Bear RunWinter Park, FL 32792Price: $1,799,999

  • Price: $1,799,999
  • Est. Mortgage of $/month
  • 140 Days on Market
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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4469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 327924469 Old Bear Run Winter Park FL 32792
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  • 5Bedrooms
  • 0.74Acreage
  • 5Bathrooms
  • 1978Year Built
Private, gated lakefront living on Bear Gully Lake one of Winter Park's most desirable spring-fed ski lakes. Set on an expansive 137-acre body of water, this custom residence offers a rare combination of privacy, scale, and true Florida waterfront lifestyle. A circular driveway behind a private gate welcomes you to a thoughtfully renovated home designed to capture sweeping lake views. Bear Gully Lake is spring-fed and open to water vehicles, making it ideal for boating, water skiing, wakeboarding, tubing, fishing, and year-round enjoyment. The lakefront experience is exceptional, featuring a fully equipped dock with power, covered boat lift, and sun deck, perfectly positioned for enjoying stunning sunsets. Outdoor living is a highlight of the property. The expansive lanai and pool area overlook the lake and are ideal for entertaining, complete with a renovated summer kitchen featuring a grill, sink, mini refrigerator, and granite countertops. The oversized backyard provides ample space for gatherings, recreation, and pets. Inside, the home opens to a dramatic great room with vaulted ceilings, a striking stacked-stone feature wall with custom built-ins, and large sliding glass doors that fully retract to create seamless indoor-outdoor living. The space was reimagined during extensive renovations to maximize natural light and lake views. The chef's kitchen, redesigned by award-winning designer Sandra Agurto of CCI, features all-wood cabinetry, quartz countertops, contemporary backsplash, oversized island with beverage and wine refrigerators, induction cooktop, convection ovens, and a separate full refrigerator and freezer, with abundant custom storage throughout. The primary suite is privately located in its own wing and offers serene lake views, high ceilings, and a spa-style en-suite bath renovated in 2022 with soaking tub, walk-in shower, expansive custom vanity, upgraded lighting, and private water closet with bidet. A large walk-in closet with custom built-ins completes the suite. All bedrooms feature their own bathrooms and walk-in closets, providing exceptional privacy and flexibility, with three full en-suite bedrooms ideal for guests or multigenerational living. Additional flexible spaces include a gym or bonus room suitable for formal living, dining, or a game room. Recent upgrades include a new roof (2018), new hot water heater (2024), fully fenced yard, Russound sound system, updated security system, new pool deck pavers, and a rebuilt dock with Trex decking and updated boat lift components. The home is part of a lake association with no mandatory dues, providing community updates and seasonal events such as the holiday boat parade. Conveniently located near SR-417, UCF, downtown Winter Park, and Trinity Prep, this is a rare opportunity to own a true spring-fed lakefront home on one of Winter Park's most coveted lakes.
Listing Courtesy of LPT REALTY,LLC

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More Info

Location Information

  • Road Frontage DescriptionPaved

School Information

  • Elementary SchoolRed Bug Elementary
  • High SchoolLake Howell High
  • Junior HighTuskawilla Middle

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Property

  • ZoningR-1AA

Interior

  • Flooring Carpet, Ceramic Tile, Tile
  • Furnished Unfurnished

Utilities

  • Cooling Central Air, Zoned
  • Heating Central, Electric, Zoned
  • Laundry Features Inside, Laundry Room
  • MFR Number Of Septics 1
  • Sewer Septic Tank
  • Utilities BB/HS Internet Available, Electricity Connected, Water Connected
  • Water Source Canal/Lake For Irrigation, Public

Water Body

  • MFR Water Access YN Yes
  • MFR Water Frontage Feet Lake 100
  • MFR Waterfront Feet Total 100
  • Pool Private YN Yes
  • Water AccessLake
  • Water Body Name BEAR GULLY
  • Water FeaturesLake Front
  • Water ViewYes
  • WaterfrontYes

Basic Information

  • List Price$1,799,999
  • ListingContractDate2026-01-05
  • MLS NumberO6375415
  • Mls Status Active
  • OriginalListPrice1950000
  • PostalCodePlus49410
  • PublicSurveyRange30
  • StatusACT

Location

  • Address4469 Old Bear Run
  • AreaWinter Park/Aloma
  • CountySeminole
  • Exterior Features Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Sliding Doors, Storage
  • MFR Water View Lake
  • StateFL
  • SubdivisionPervis Survey For R E
  • TownWinter Park
  • Township 21
  • Zip32792

Property Information

  • Acreage0.74
  • Attached Garage YN Yes
  • Building Area Total 5,731
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced, Other
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionIn County, Landscaped, Oversized Lot, Paved
  • Lot Size Square Feet 32,200
  • MFR Living Area Meters 398
  • MFR Lot Size Square Meters 2991
  • MFR Total Acreage 1/2 to less than 1
  • MFR Water Extras Lift - Covered, Skiing Allowed
  • Other Structures Outdoor Kitchen, Shed(s), Storage
  • Square Feet4,288

Other

  • Building Area Source Public Records
  • Date Listed02/09/2026
  • MFR Additional Lease Restrictions Please check with Seminole county for any lease restrictions
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code AE, X
  • MFR Flood Zone Date 2007-09-28
  • MFR Minimum Lease No Minimum
  • Status Change Timestamp2026-02-09T13:03:59
  • Vegetation Mature Landscaping
  • View Water
  • View Count3

Tax Information

  • Tax Year 2024
  • Taxes$10,710

Parking

  • Parking Features Circular Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side

Rooms

  • Bedrooms5
  • Full Bath4
  • Half Baths1
  • MFR Additional Rooms Attic, Great Room, Inside Utility

Building

  • Bathroom5
  • Construction Materials Stucco, Frame
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces2
  • Levels One
  • Patio And Porch Features
    • Covered
    • Deck
    • Enclosed
    • Front Porch
    • Patio
    • Porch
    • Rear Porch
    • Screened
  • Property StyleFlorida
  • RoofShingle
  • Rooms8
  • Window Features Skylight(s), Blinds, Double Pane Windows, Tinted Windows
  • Year Built1978

Amenities

  • Appliances IncludedBar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
  • Community Features Street Lights
  • Other AmenitiesPool, Lakefront, Waterfront, Water View, Dock
  • Other Equipment Irrigation Equipment
  • Pool Features
    • Auto Cleaner
    • Deck
    • Gunite
    • In Ground
    • Lighting
    • Salt Water
    • Screen Enclosure
    • Tile
  • Security Features Security Gate, Security System, Security System Owned, Smoke Detector(s)
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 28, 2026 11:32 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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